反应详情

1-(1H-Pyrazol-4-yl)methanamine hydrochloride (609 mg, 4.56 mmol), N,N-diisopropylethylamine (1.61 g, 12.44 mmol), HOBt (506 mg, 4.15 mmol) and EDCI (1.59 g, 8.29 mmol) were added to a solution of 3-(3,5-difluorophenyl)-5-methyl-4,5-dihydro-1,2-oxazole-5-carboxylic acid (1.00 g, 4.15 mmol) in dichloromethane (30 ml), and the mixture was stirred at RT for 16 h. H2SO4 (0.5M, 10 ml) was then added, and the mixture was diluted with CH2Cl2 (20 ml). The aqueous phase was extracted with CH2Cl2 (2×20 ml), the combined organic phases were washed with saturated NaHCO3 solution (30 ml) and dried over Na2SO4, and the solvent was removed. This gave 1.2 g of 3-(3,5-difluorophenyl)-5-methyl-N-(1H-pyrazol-4-ylmethyl)-4,5-dihydro-1,2-oxazole-5-carboxamide which was used without further purification.

1. extractionThe aqueous phase was extracted with CH2Cl2 (2×20 ml)
2. washthe combined organic phases were washed with saturated NaHCO3 solution (30 ml)
3. dry with materialdried over Na2SO4
4. customthe solvent was removed
5. customThis gave 1.2 g of 3-(3,5-difluorophenyl)-5-methyl-N-(1H-pyrazol-4-ylmethyl)-4,5-dihydro-1,2-oxazole-5-carboxamide which was used without further purification